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Matthew Parker

4 papers in the library · 298 citations · publishing 1996-2001

Papers

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Enantiospecific Synthesis and Pharmacological Evaluation of a Series of Super-Potent, Conformationally Restricted 5-HT2A/2C Receptor Agonists

Journal of Medicinal Chemistry January 26, 2001 James J. Chambers, Deborah Kurrasch‐orbaugh, Matthew Parker et al. 98 citations

The affinity of ligands for either the 5-HT(2A) or 5-HT(2C) agonist binding site was enhanced by modification of the 2,5-oxygen substituents that are found in typical hallucinogenic amphetamines such as 4b (DOB). Restriction of the conformationally flexible 2,5-dimethoxy substituents into fused dihydrofuran rings generally resulted in increased potency relative to the parent 2,5-dimethoxy...

DOI: 10.1021/jm000491y (opens in new tab) Enantiomer Stereochemistry Potency Stereoselectivity +8

A Novel (Benzodifuranyl)aminoalkane with Extremely Potent Activity at the 5-HT2A Receptor

Journal of Medicinal Chemistry December 1, 1998 Matthew Parker, Danuta Marona‐lewicka, Virginia L. Lucaites et al. 69 citations

ADVERTISEMENT RETURN TO ISSUEPREVLetterNEXTA Novel (Benzodifuranyl)aminoalkane with Extremely Potent Activity at the 5-HT2A Receptor 1Matthew A. Parker, Danuta Marona-Lewicka, Virginia L. Lucaites, David L. Nelson, and David E. NicholsView Author Information Department of Medicinal Chemistry and Molecular Pharmacology, School of Pharmacy and Pharmacal Sciences, Purdue University, West...

DOI: 10.1021/jm9803525 (opens in new tab) Citation Library science Pharmacy World wide web +1

Synthesis and Pharmacological Evaluation of Ring-Methylated Derivatives of 3,4-(Methylenedioxy)amphetamine (MDA)

Journal of Medicinal Chemistry February 24, 1998 Matthew Parker, Danuta Marona‐lewicka, Deborah M. Kurrasch et al. 25 citations

The three isomeric ring-methylated derivatives of the well-known hallucinogen and entactogen MDA (1a) were synthesized and evaluated for pharmacological activity as monoamine-releasing agents and as serotonin agonists. The 2-methyl derivative 2a and the 5-methyl derivative 2b were found to be more potent and more selective than the parent compound in inhibiting [3H]-serotonin accumulation in...

DOI: 10.1021/jm9705925 (opens in new tab) Serotonin Methylenedioxy Pharmacology Hallucinogen +11

Dihydrobenzofuran Analogues of Hallucinogens. 3. Models of 4-Substituted (2,5-Dimethoxyphenyl)alkylamine Derivatives with Rigidified Methoxy Groups

Journal of Medicinal Chemistry 1996 Aaron Monte, Danuta Marona‐lewicka, Matthew Parker et al. 106 citations

Tetrahydrobenzodifuran functionalities were employed as conformationally restricted bioisosteres of the aromatic methoxy groups in prototypical hallucinogenic phenylalkylamines 1 and 2. Thus, a series of 8-substituted 1-(2,3,6,7-tetrahydrobenzo[1,2-b:4,5-b']difuran-4-yl)-2-aminoal kanes (7a-e) were prepared and evaluated for activity in the two-lever drug discrimination paradigm in rats trained...

DOI: 10.1021/jm960199j (opens in new tab) Mescaline Serotonin Hallucinogen Ketanserin +11